Windows Engineer

Posted Yesterday
Be an Early Applicant
Hiring Remotely in United States
Remote
143K-179K Annually
Mid level
Software
The Role
Develop and maintain Tailscale's Windows client and contribute to cross-platform client and backend code. Build UI and platform integrations using WinUI/Windows native frameworks, write unit and integration tests, implement Windows platform features while preserving compatibility, and collaborate asynchronously across a distributed engineering team.
Summary Generated by Built In

About Tailscale 

Tailscale is building the new Internet by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.

Job Description

We’re seeking a talented and motivated full-time Software Engineer to join our growing team. You will work as part of the engineering team to:

  • Develop the Tailscale product, contributing to client code and backend services. The client code is a mix of C#, XAML, and Go. Prior Go expertise is not a requirement. 
  • Bring a special focus on our Windows platform, building and maintaining our Windows client using the modern WinUI/Windows App SDK stack, while contributing to common code that supports macOS, mobile, and other core client platforms.

Because we’re an early-stage and fully remote company, we’re looking for a motivated individual who can help move the product forward. The ability to think on your feet, collaborate with highly technical teams, and comfort working asynchronously are essential.

Key Responsibilities
  • Work with engineers on a native Windows desktop client using Windows App SDK, WinUI, C#, XAML and Go
  • Implement support for the latest Windows platform features while maintaining compatibility with a subset of older versions
  • Develop and optimize product features on Windows, with a focus on UI components and platform integration
  • Develop and maintain unit and integration tests using Microsoft Testing Platform v2 and xUnit
  • Contribute to common, cross-platform Tailscale code
What We Are Looking For
  • Four or more years of experience in software development
  • Strong understanding of software development principles, capabilities, and limitations of the Windows platform
  • Proficiency in C# and modern native UI frameworks (WinUI/UWP/WPF)
  • Experience with general networking concepts - DNS, VPNs, IP Networking, routing, etc.
  • Excellent written and verbal communication skills
  • Ability to give and process constructive feedback, as well as work independently
  • Flexibility to adjust to the dynamic nature of a startup
Nice to Have
  • Experience with WinUI 3 and Windows App SDK
  • Experience developing native Windows applications and services
  • Familiarity with Windows networking stack and Windows Filtering Platform
  • Familiarity with Windows security model, session isolation, access tokens and related concepts
  • Proficiency in Go

As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale's compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire's base salary. Individual offers may vary based on experience and skill set.

US Pay Range
$143,000$179,000 USD

Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We encourage you to help us break that statistic!

What We Offer

  • An inclusive, flexible environment where you can be your authentic self. We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.
  • A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).
  • Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family!
  • Remote first company—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.
  • Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, and the United Kingdom. We support intentional in-person connection through team travel and distributed collaboration.
  • Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities. 
  • Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world! 
  • A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $1000 USD to customize your workstation to make it your own. 
  • Generous parental leave program from your first day. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups for up to 26 weeks. 

Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.

Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.

Please be aware that legitimate emails from Tailscale's talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit https://tailscale.com/scam-awareness.

Skills Required

  • Four or more years of experience in software development
  • Proficiency in C#
  • Proficiency with modern native Windows UI frameworks (WinUI, UWP, WPF)
  • Experience with XAML for Windows UI development
  • Strong understanding of Windows platform capabilities, limitations, and development principles
  • Experience with networking concepts (DNS, VPNs, IP networking, routing)
  • Experience developing and maintaining unit and integration tests using Microsoft Testing Platform v2 and xUnit
  • Excellent written and verbal communication skills and ability to work independently and give/receive feedback
  • Flexibility to adjust to the dynamic nature of a startup
  • Experience with WinUI 3 and Windows App SDK
  • Experience developing native Windows applications and services
  • Familiarity with Windows networking stack and Windows Filtering Platform
  • Familiarity with Windows security model, session isolation, and access tokens
  • Proficiency in Go

Tailscale Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Tailscale and has not been reviewed or approved by Tailscale.

  • Fair & Transparent Compensation Pay is framed as market-competitive across functions and geographies, with compensation bands and ranges frequently described in concrete terms. Salary-range transparency is also emphasized through openly posted ranges and an “equitable total rewards” positioning.
  • Leave & Time Off Breadth Time off is positioned as flexible, with paid holidays and an extended year-end closure window highlighted. This breadth is presented as enabling meaningful disconnect time rather than narrowly defined PTO only.
  • Parental & Family Support Paid parental leave is described as substantial, including top-ups for an extended period. Family-inclusive health benefits with immediate eligibility are also positioned as supportive for dependents.

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The Company
HQ: Toronto, ON
146 Employees
Year Founded: 2019

What We Do

For teams who want secure, private networks without weeks of setup and configuration, Tailscale makes it easy. Unlike existing corporate VPNs, Tailscale has no upfront cost, minimal latency, and works with their existing services.

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